Legionwood 2: Volume One features a character advancement system focused around equippable classes and sub classes, available through the use of Yanfly Engine Ace.

This system is designed to preserve the high degree of character customisation that was an important feature in Legionwood: Tale of the Two Swords while also providing some sort of structure to build your characters around, which wasn't present in the first game. This means that character advancement in Legionwood 2 is still flexible but easier for less skilled players to utilise correctly.

In Legionwood 2, characters' attributes are determined by their class. By using the "Class" option in the menu screen, you can switch your characters classes at will. Each character is able to equip up to two classes -- a Main Class and an optional Sub Class.

Your character's Main Class determines their current stat growth pattern, the types of equipment they are proficient with and the Techs they are able to use. However, by equipping a Sub Class, your character also gains access to the Techs that can be used by that class (for example, a Warrior with a Magus Sub Class is able to use both Warrior and Magus techs) but they receive a 10% penalty to their stats in order to offset the extra versatility.

In brief, the system follows this process:
1. Equip a Main Class to determine attributes and primary Tech category.
2. Equip an optional Sub Class to determine secondary Tech category.
3. Incur small statistical penalty for using a Sub Class.

Using this method, tons of possible character builds can be generated and over 80 different party configurations are available.

There are eight classes in Legionwood 2, with the first five unlocked from the start of the adventure.

• Warrior- Uses Techs of a physical nature and can buff Attack. Warrior characters have the highest Attack of all classes and also boast decent Defense and HP.

• Rogue- Can steal items in battle and uses Techs that inflict status conditions. Rogue characters have a higher Agility value than any other class and are also able to wield two weapons instead of one.

• Gunner- Can study enemies to reveal their weak points and uses Techs that are focused on hindering foes. Boasts excellent Luck and Evasion and lands critical hits often.

• Magus- A powerful student of magic. Uses magical Techs that inflict elemental damage. While very lacking in Attack and Defense, the Magus' high Magic makes it able to inflict huge amounts of damage with its spells.

• Cleric- Clerics crusade against evil. They can use Techs that heal and aid the party as well as harm dark creatures such as the undead, and are also decent physical attackers. The cleric has greater Magic Defense than the Magus.

• Barbarian- Has the highest Defense and HP out of all classes and is second only to the Warrior as a physical attacker. Barbarians are built for defending and can utilise a number of physically oriented Techs that cripple the enemy's offense.

• Ranger- Ranger characters are expert hunters and trackers. They are roughly comparable to Gunners in that they focus mainly on ranged combat but are also able to learn Techs used by enemies.

• Shaman- Can summon elemental spirits to inflict powerful magic damage on all foes. Shamans are something of a mix between a Cleric and a Magus in terms of their Magic and Magic Defense, but they have a higher Attack stat than either of those classes.